US4853395AExpiredUtility

Certain 3-carboxylate or 3-carbamyl-5-acyl-2-(1H)-pyridinones having cardiotonic properties

82
Assignee: MERRELL DOW PHARMAPriority: Apr 29, 1983Filed: Nov 17, 1987Granted: Aug 1, 1989
Est. expiryApr 29, 2003(expired)· nominal 20-yr term from priority
C07D 213/85
82
PatentIndex Score
16
Cited by
4
References
2
Claims

Abstract

Novel 5-acyl-2-(1H)pyridinones and their use as cardiotonic agents. Typical of the compounds is 5-acetyl-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile which is prepared by condensing anionic cyano acetamide with 3-[(dimethylamino)methylenyl]-2,4-pentanedione in an inert organic solvent.

Claims

exact text as granted — not AI-modified
We claim: 
     
       1. A compound according to the formula ##STR6## and the pharmaceutically acceptable salts thereof, wherein R 3  is CONH 2 , and COOR with R being hydrogen or lower alkyl, R 4  is hydrogen or lower alkyl,   R 5  is phenyl, X-substituted phenyl, pyridyl, thienyl, furyl, pyrrolyl and OR wherein R is hydroxy or lower alkoxy, and X is lower alkyl, lower alkoxy, lower alkyl thio, halogen, nitro, lower alkanoyl, alkoxy carbonyl, carboxy, cyano, NH 2 , CONH 2 , amidino, imidazol-2-yl, and CF 3 , and   R 6  is hydrogen, methyl, ethyl.   
     
     
       2. A method of treating cardiac failure in a patient in need thereof which comprises administering to said patient a cardiotonically effective amount of a compound of the formula ##STR7## or a pharmaceutically acceptable salt thereof wherein R 3  is NH 2 , CONH 2  and COOR with R being hydrogen or lower alkyl, R 4  is hydrogen or lower alkyl,   R 5  is pyridyl, and   R 6  is hydrogen, methyl, or ethyl.

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